Monoazo dye.



STATES {PA a .nnn'zianna Ann MAX nouns. or BERLIN, AND FRANZ SCHWA'BE, or mm.-

LOTTENBURG, GERMANY, ASSIGNORS TO ACTIEN GESELLSCHAZET Ftl'B ANILIN FABRIKATION, or BERLIN, Gawa n.

MoNoAzo DYE.

3,8307. 30 Drawing.

Specification of Letters Patent. P t nted Nov. 14, 1911. Application filed 'June 12, 1911.

Serial No. 632,701.

To all 'wluo'rn it mag "concern:

Be it known that we, WILHEL'M Hnnznnns', MAxRonUs, and FRANZ SGHWABE, the first and third named subjects of the King of Prussia, the second named a citizen of Smtzerland, residing at (the first and sec- 7 and named) Berlin, \V.,. Germany, and (the third named) Charlottenburg, near Berlin,

Germany, our post-oflice addresses 'being- Landshuterstrasse 2 4, Berlin,'W., Germany;

Schoneberger Ufer 36, Berlin,W.,.Ge1fmany, and Berlinerstrasse 23, Charlottenburg, near Berlin, -Germany, respectively,

have invented certain new and useful Im-, provements in Monoazo Dye, of whichthe following is a specification.

We have found that new-"valuable red monoazo-dyes are obtained, which dye wool from anacid bath re'd' tints, which are distinguished by their leveling power and excellent fastness to light, acids and steaming. These new dyes are manufactured by com bining the 4.- nit-rodiazobenzene 2 --s ulfonic acid. with a 1.3-diaminobenzene-5-sulfonic acid, substituted in the'2-position by a negative substituent. Such compounds are 1.3- diamino-2-halogenbenzene-5-sulfonic acids and 1.3-diaminobenzene--disulfonic acid.

The following examples illustrate the invention, without, however, limiting it; the parts are by weight:

Example 1 The acid is mixed with 22.2 parts of 1.3-diamino-2-cl1lorobenzene-5-sulfonic acid and then the excess of hydrochloric acid is new tralized by the addition of sodium acetate,

red tints of very good fastness.

Example 2:. The diazo-compound from diazocompound' made. from 21.8 parts of 4-nitranilin-2-sulfonic,

21.8 arts of 4-nitranilin-2-sulfonic acidis combined in the presence of sodium acetate with 26.8. parts of l.3-.diaminobenz ene-2.5--

disulfonic acid. One proceeds as above.

Thedyestuif shows thesame properties, but its reduction products are 1.4-phenylenediamin-sulfonic acid and 1.3.4-triaminobenzene-2;5-dis'ulfonic acid.

What We claim, is;- 1. As new articles herein-described new monoazo-dyes, derived from -nitrodiazobenz ene 2 --sulfonic acid and 1.3-diaminobenzene-5-sulfonic acid, sub-' stituted in the 2-position by a negative substituent, which dye wool from an acid bath red tints, and which dyes 'are in the dryand ,pulyerized shape, generally speaking, red

powders, soluble in water to ared solution,

which is not altered by an alkali or by acetic acid, but which turns to yellow by faddition of hydrochloric, acid; which dyes aresolublein concentrated sulfuric acid to a red solution and which dyes are split off when treated with strong reducing, agents, yielding 1.4- phenylenediamin-sulfonic acid and 1.3.4-triaminobenzene-5-sulfonic acid, substituted in 2-position by a negativesubstituent.

' 2,.As a new article of manufacture the herein-described new, monoazodye derived "so of manufacture] the I from 4 -nitrodiazobenzen'e 2 sulfonic acid.

and 1.3 diaminobenzene-2.5-disulfonic acid, which dyes wool from an acid bath red tints,

and which dye is in the dry and pulverized shape ared powder, soluble in water to a red solution, which is not altered by an alkali or by acetic acid, but which turns to yellow by addition of hydrochloric acid, which dye is soluble in concentrated sulfuric acid to a red solution, and which dye 'is split off when treated with strong reducing agents,yielding 1.3.4-triaminobenzene-2.5-disulfonic acid and IA-phenylenediamin sulfonic acid.

. In testimony whereof we have hereunto set our hands in presence of two subscribing witnesses.

WILHELM HERZBERG- MAX BONUS." FRANZ SCHWABE.

- Witnesses:

HENRY HAsrn z, WOLDEM HAUPT. 

